Nimesulide Property

Melting point:

140-146°C

Boiling point:

442.0±55.0 °C(Predicted)

Density 

1.451±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Practically insoluble in water, freely soluble in acetone, slightly soluble in anhydrous ethanol.

pka

pKa 6.56± 0.03(H2O,t =25,I=0.02)(Approximate)

form 

Solid

color 

Light orange to Yellow to Green

Water Solubility 

Soluble in water (<50 &#181;g/ml), 1:10 DMSO:PBS (pH 7.2) (<200 &#181;g/ml), ethanol (1 mg/ml), DMSO (15 mg/ml), DMF (15 mg/ml), chloroform, dichloromethane, acetone (freely soluble), and 1N NaOH.

λmax

391nm(H2O)(lit.)

Merck 

14,6548

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

HYWYRSMBCFDLJT-UHFFFAOYSA-N

CAS DataBase Reference

51803-78-2(CAS DataBase Reference)

EPA Substance Registry System

Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- (51803-78-2)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

36-26

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

PB0970000

HS Code 

2935.90.9500

HazardClass 

6.1

PackingGroup 

III

Toxicity

LD50 orally in rats: 324 mg/kg (Swingle, Moore)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Nimesulide Chemical Properties,Usage,Production

Description

Nimesulide is a non-steroidal anti-inflammatory drug (NSAID) and COX-2 inhibitor (IC₅₀s = 1.27 and 0.03 μM for the human and ovine enzymes, respectively). It is selective for COX-2 over COX-1 (IC₅₀s = 70 and 22 μM for the human and ovine enzymes, respectively). Nimesulide also inhibits sodium-dependent neutral amino acid transporter (B⁰AT1) with an IC₅₀ value of 23 μM for the rat kidney transporter. It inhibits infection-induced increases in brain prostaglandin E₂ (PGE₂; ) levels, as well as reduces pyresis (ED₅₀ = 0.3 mg/kg), in yeast-infected rats. Nimesulide (2.9 mg/kg) inhibits formalin-induced hindpaw thermal hyperalgesia in rats.

Description

Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. It is indicated for the treatment of acute pain, symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults. However, due to the risk of causing hepatotoxicity, it should not be taken long-term. It has also been withdrawn from the markets in many countries. It mechanism of action is through targeting on various key mediators in the inflammatory process such as COX-2 mediated prostaglandins, free radicals, proteolytic enzymes and histamine.

Chemical Properties

Yellow Needle-Like Crystals

Originator

Riker (USA)

Uses

Labelled Nimesulide (N477500). Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-α production.

Uses

Antiinflammatory;'Cyclooxygenase 2 inhibitor

Uses

For the treatment of acute pain, the symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults above 12 years old.

Uses

Labelled Nimesulide . Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-α production.;Labeled Nimesulide, intended for use as an internal standard for th

Uses

Nimesulide is a selective inhibitor of COX-2. The IC50 values are 70 and 1.27 μM for human recombinant COX-1 and -2 (at 20 μM arachidonic acid), respectively, and 22 and 0.03 μM for ovine COX-1 and -2 (at 100 μM arachidonic acid), respectively.[Cayman Chemical]

Uses

Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-alpha production

Definition

ChEBI: Nimesulide is an aromatic ether having phenyl and 2-methylsulfonamido-5-nitrophenyl as the two aryl groups. It has a role as a cyclooxygenase 2 inhibitor and a non-steroidal anti-inflammatory drug. It is a C-nitro compound, a sulfonamide and an aromatic ether. It is functionally related to a nitrobenzene.

brand name

Nimulid.

General Description

Nimesulide, a nonsteroidal anti-inflammatory drug (NSAID) belongs to the sulfonanilide class.

Biological Activity

Selective, orally active cyclooxygenase-2 (COX-2) inhibitor. Produces potent analgesic, anti-inflammatory and antipyretic activities in vivo . Reported to produce fewer gastrointestinal side effects than standard NSAIDs.

Biochem/physiol Actions

Highly selective cyclooxygenase-2 inhibitor.

Clinical Use

Nimesulide is a nonsteroidal antiinflammatory/analgesic agent useful in the treatment of rheumatoid arthritis, as well as acute inflammation such as that induced by periodontal surgery or urinary tract infections.

References

https://en.wikipedia.org/wiki/Nimesulide
https://www.drugbank.ca/drugs/DB04743